Gallery Aesthete

46 E. Oak St., 4th floor, 312-265-1883,
Best new: Owner Stephen Naparstek, the mastermind behind Wicker Park’s now-closed renegade boutique Bonnie & Clyde’s, revels in using the body as a canvas. So it should come as no surprise that his new store carries designer pieces that border on the bizarre.

Apartment Number 9

1804 N. Damen Ave., 773-395-2999,
Best overall: The Blessing sisters—Amy and Sarah—have been setting the pace for menswear since 2001 and still are.